The locker just fills up, it is a San Juan 23, i dont have a bilge system to drain it to so it looks like it will be a hole through the hull and straight into the water? How does that sound? Any good ideas of how to drill it and maybe put some sort of siphon maybe??

Thanks,

You are better off with a hole either side of the bow to allow water to drain out regardless of heel. A small (say 1/2") plastic feed-thru is all you need.